Isle of Wight Retreats for 3 People

Isle of Wight Retreats for 3 People

Let your problems float away as you cross the threshold into a luxury self-catering cottage sleeping 3 on the Isle of Wight. Spontaneous short break or much-anticipated holiday, you can settle straight into your island haven. Browse through our 127 available cottages sleeping up to 3 people on the Isle of Wight and find your favourite today. Read more

Give yourself something to look forward to and secure yourself a dream holiday in a self-catering retreat for three. Whether you are looking for a little extra space to spread out, want to invite a couple of friends, or have a little family of your own, our cottages sleeping 3 people offer all the home-comforts you could need combined with modern luxuries. It's great news if you have a four-legged member of your family too, as many of our cottages are dog-friendly. With everyone able to join in, your Isle of Wight holiday will be complete.

Self-Catering Cottages for 3 on the Isle of Wight

At Classic Cottages we want your holiday to be the best it can be. That's why we personally inspect and handpick all of our cottages onto our books. With each property fully equipped with a complete inventory, you needn't worry about packing everything and the kitchen sink either. All of our cottages provide everything you could need and more for your stay, from your bed linens right down to the last teaspoon. All you need to do? Have fun, relax and make memories. 

Isle of Wight Ferry Booking Our exclusive ferry discounts will make your island trip with Classic plain sailing.

Explore 127 cottages sleeping 3 on the Isle of Wight

The Cattle Byre is a 2 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.
  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £568

The Cattle Byre

4535

2 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.


The Cattle Byre has accommodation for three guests across two bedrooms, a double and a single. It has two private outdoor seating areas, the rear enclosed garden can only be access...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £568

The Beach Retreat is a 2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £342

The Beach Retreat

3665

2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


This delightful, stylish seafront bungalow is located in a front row position with wonderful views of the Solent and the beach is practically on the doorstep. Days at the seaside, ...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £342

Cockleshells is a 2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £403

Cockleshells

3815

2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight


Cockleshells is one of the charming Salterns bungalows situated along the Seaview Duver within a short walk to the Yacht Club and Seaview Village. The accommodation offers a double...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £403

Hove To is a 2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £403

Hove To

3767

2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight


Hove To is one of a collection of bungalows located along the Seaview Duver. Situated on the corner, it benefits from a large decked-area on two sides with a lovely outlook over th...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £403

Sugar Beach is a 2 bedroom self catering cottage near the beach in Seaview, Isle of Wight
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £407

Sugar Beach

5102

2 bedroom self catering cottage near the beach in Seaview, Isle of Wight


Seaview is a much sought-after charming village on the east of the Isle of Wight, and Sugar Beach is perfectly situated just a stone's throw from the beach and a short stroll away ...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £407

Berry Cabin is a 2 bedroom, dog friendly, bolthole in Seaview, Isle of Wight.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £428

Berry Cabin

5286

2 bedroom, dog friendly, bolthole in Seaview, Isle of Wight.


What a little cutie! Berry Cabin is a delightful bolthole for four guests and one well behaved doggy looking for some summer fun! Surrounded by Hersey nature reserve and countrysid...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £428

Dairy Cottage is a 2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £449

Dairy Cottage

3912

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


Originally the farm's milking parlour, Dairy Cottage is a light and airy single-storey cottage with plenty of charm throughout. Mattingly Farm is made up of three barns in total Da...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £449

Orchard Cottage is a 2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £449

Orchard Cottage

3936

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


Originally the farm's milking parlour, this delightful semi-detached cottage sleeping four is the perfect cottage to spend quality time together as a family in a stunning rural loc...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £449

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

5 Sandpipers is a 2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £476

5 Sandpipers

3557

2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


Seaview is a gorgeous, much sought-after village on the eastern edge of the Isle of Wight and 5 Sandpipers is a beautifully furnished home, perfectly positioned on a quiet street j...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £476

Solent View Cottage is a 2 bedroom self catering cottage near the beach in Cowes, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £480

Solent View Cottage

4389

2 bedroom self catering cottage near the beach in Cowes, Isle of Wight.


This charming two bedroom cottage is situated in the pretty coastal village of Gurnard, just outside Cowes, home to some spectacular Solent views and a prime location to watch the ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £480

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